Date Number One tells 5 stories that are centered around several first dates: Story 1: Just Another Ninja Searching For Love - about a ninja who goes on a blind date, Story 2: A Romantic Dinner For 3 - about a woman who wants to starts a 3 person romantic relationship, Story 3: Washington "City Of Love" DC/Start Over - about a writer attempting to start over with an ex-girlfriend, Story 4: Air Quotes Woman - about a woman who uses air quotes all the time, Story 5: The Superdelicious French Lesson - about a character learning a new language in an unusual way.